噻唑-2-甲酸甲酯 | 55842-56-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 噻唑-2-甲酸甲酯
• 中文别名: 2-噻唑甲酸甲酯
• 英文名称: methyl thiazole-2-carboxylate
• 英文别名: methyl 1,3-thiazole-2-carboxylate
• CAS: 55842-56-3
• 化学式: C₅H₅NO₂S
• mdl: MFCD18075580
• 分子量: 143.166
• InChiKey: YRMZUOPMHMPNPG-UHFFFAOYSA-N

物化性质

• 沸点：
  211.7±23.0 °C(Predicted)
• 密度：
  1.301±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934100090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 2-thiazolecarboxylate
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Methyl 2-thiazolecarboxylate
CAS number: 55842-56-3

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C5H5NO2S
Molecular weight: 143.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, sulfur oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  噻唑-2-甲酸甲酯 在 hydrazine hydrate 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以73%的产率得到噻唑-2-碳酰肼
  参考文献：
  名称：

  Compounds Which Selectively Modulate The CB2 Receptor

  摘要：

  公式（I）的化合物已被披露。根据本发明的化合物与CB2受体结合，并且是CB2受体的激动剂、拮抗剂或逆激动剂，可用于治疗炎症。那些是激动剂的化合物还可用于治疗疼痛。

  公开号：

  US20110071196A1
• 作为产物：
  描述：

  4-Tributylstannanyl-thiazole-2-carboxylic acid methyl ester 在 盐酸 、 甲醇 作用下， 以 四氢呋喃 为溶剂， 生成 噻唑-2-甲酸甲酯
  参考文献：
  名称：

  通过锂化合成噻唑化合物：意外的重排

  摘要：

  在研究溴噻唑衍生物的锂-溴交换反应以及它们随后与各种亲电试剂的反应时，发现了一种新颖的重排。

  DOI：

  10.1016/0040-4039(95)02005-a

文献信息

• Peptidomimetic Vinyl Heterocyclic Inhibitors of Cruzain Effect Antitrypanosomal Activity
  作者：Bala C. Chenna、Linfeng Li、Drake M. Mellott、Xiang Zhai、Jair L. Siqueira-Neto、Claudia Calvet Alvarez、Jean A. Bernatchez、Emily Desormeaux、Elizabeth Alvarez Hernandez、Jana Gomez、James H. McKerrow、Jorge Cruz-Reyes、Thomas D. Meek

  DOI：10.1021/acs.jmedchem.9b02078

  日期：2020.3.26

  disease. We describe here a new series of reversible, but time-dependent, inhibitors of cruzain, composed of a dipeptide scaffold appended to vinyl-heterocycles meant to provide replacements for the irreversible reactive "warheads" of vinyl sulfone inactivators of cruzain. Peptidomimetic vinyl-heterocyclic inhibitors (PVHIs) containing Cbz-Phe-Phe/homoPhe- scaffolds with vinyl-2-pyrimidine, vinyl-2-pyridine

  Cruzain是一种寄生虫原生动物Trypanosoma cruzi的必需半胱氨酸蛋白酶，是恰加斯病的重要药物靶标。我们在这里描述了一系列新的可逆但时间依赖性的克鲁赞蛋白酶抑制剂，该抑制剂由附加至乙烯基杂环的二肽支架组成，旨在为克鲁赞蛋白酶的乙烯基砜灭活剂提供不可逆的反应性“弹头”。含Cbz-Phe-Phe / homoPhe-骨架并带有乙烯基-2-嘧啶，乙烯基-2-吡啶和乙烯基-2-（N-甲基）-吡啶基的拟肽乙烯基杂环抑制剂（PVHI）赋予了可逆的，时间依赖性的抑制克鲁萨因（Ki * = 0.1-0.4μM）。与人类组织蛋白酶B，L和S相比，这些Cruzain抑制剂显示出中等至出色的选择性，并且对人细胞没有明显的毒性，但在布鲁氏锥虫锥虫的细胞培养中有效（EC50 = 1-15μM），并在感染的小鼠心肌成纤维细胞中消除了克鲁氏锥虫（EC50 = 5-8μM）。PVHIs是一类新的Cruza
• Compounds Which Selectively Modulate The CB2 Receptor
  申请人：BARTOLOZZI Alessandra

  公开号：US20110071196A1

  公开（公告）日：2011-03-24

  Compounds of formula (I) are disclosed. Compounds according to the invention bind to and are agonists, antagonists or inverse agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain.

  公式（I）的化合物已被披露。根据本发明的化合物与CB2受体结合，并且是CB2受体的激动剂、拮抗剂或逆激动剂，可用于治疗炎症。那些是激动剂的化合物还可用于治疗疼痛。
• WO2019196803A5
  申请人：——

  公开号：WO2019196803A5

  公开（公告）日：2022-04-07
• Synthesis of thiazole compounds via lithiation: an unexpected rearrangement
  作者：T. Ross Kelly、Fengrui Lang

  DOI：10.1016/0040-4039(95)02005-a

  日期：1995.12

  A novel rearrangement was discovered during an investigation of the lithium-bromine exchange reactions of bromothiazole derivatives and their subsequent reactions with various electrophiles.

  在研究溴噻唑衍生物的锂-溴交换反应以及它们随后与各种亲电试剂的反应时，发现了一种新颖的重排。